Playing It Cool (2014)

(5.9) based on 771 votes
A young man meets and instantly falls in love with an engaged woman.
Directors
Release Date
Sep 26, 2014
Runtime
01h 34m
Available in streaming on

A young man meets and instantly falls in love with an engaged woman.

Top 6 Movies similar to Playing It Cool

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5.5
Charlie%27s+Angels%3A+Full+Throttle
Charlie's Angels: Full Throttle

2003

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DodgeBall: A True Underdog Story

When megalomaniacal White Goodman, the owner of a trendy, high-end fitness center, makes a move to take over the struggling local gym run by happy-go-lucky Pete La Fleur, there's only one way for La Fleur to fight back: dodgeball. Aided by a dodgeball guru and Goodman's attorney, La Fleur and his rag-tag team of underdogs launch a knock-down, drag-out battle in which the winner takes all.
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6.4
DodgeBall%3A+A+True+Underdog+Story
DodgeBall: A True Underdog Story

2004

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Twins

Julius and Vincent Benedict are the results of an experiment that would allow for the perfect child. Julius was planned and grows to athletic proportions. Vincent is an accident and is somewhat smaller in stature. Vincent is placed in an orphanage while Julius is taken to a south seas island and raised by philosophers. Vincent becomes the ultimate low life and is about to be killed by loan sharks.
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6.0
Twins
Look Who's Talking

Mollie is a single working mother who's out to find the perfect father for her child. Her baby, Mikey, prefers James, a cab driver turned babysitter who has what it takes to make them both happy. But Mollie won't even consider James. It's going to take all the tricks a baby can think of to bring them together before it's too late.
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6.3
Look+Who%27s+Talking
Look Who's Talking

1989

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Le Divorce

While visiting her sister in Paris, a young woman finds romance and learns her brother-in-law is a philanderer.
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5.0
Le+Divorce
Le Divorce

2003

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Anger Management

After a small misunderstanding aboard an airplane escalates out of control, timid businessman Dave Buznik is ordered by the court to undergo anger management therapy at the hands of specialist Dr. Buddy Rydell. But when Buddy steps up his aggressive treatment by moving in, Dave goes from mild to wild as the unorthodox treatment wreaks havoc with his life.
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6.2
Anger+Management
Anger Management

2003

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10

A Hollywood songwriter goes through a mid-life crisis and becomes infatuated with a sexy blonde newlywed.
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5.7
10
Dying Young

After she discovers that her boyfriend has betrayed her, Hilary O'Neil is looking for a new start and a new job. She begins to work as a private nurse for a young man suffering from blood cancer. Slowly, they fall in love, but they always know their love cannot last because he is destined to die.
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6.7
Dying+Young
Dying Young

1991

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Harlem Nights

'Sugar' Ray is the owner of an illegal casino and must contend with the pressure of vicious gangsters and corrupt police who want to see him go out of business. In the world of organised crime and police corruption in the 1920s, any dastardly trick is fair.
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6.1
Harlem+Nights
Harlem Nights

1989

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To Wong Foo, Thanks for Everything! Julie Newmar

Manhattan drag queens Vida Boheme and Noxeema Jackson impress regional judges in competition, securing berths in the Nationals in Los Angeles. When the two meet pathetic drag novice Chi-Chi Rodriguez — one of the losers that evening — the charmed Vida and Noxeema agree to take the hopeless youngster under their joined wing. Soon the three set off on a madcap road trip across America and struggle to make it to Los Angeles in time.
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7.4
To+Wong+Foo%2C+Thanks+for+Everything%21+Julie+Newmar
To Wong Foo, Thanks for Everything! Julie Newmar

1995

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Regular Guys

Christoph, cop and self-confident macho, has trouble with his fiance. After a long night he wakes up in the arms of Edgar, a good-looking, gay auto-mechanic. His live gets more and more troublesome after his girl friend throws him out of their apartment and as last resort he moves to Edgars place. Working together with a new, good-looking, very self-confident, female collegue, but living with a good-looking gay guy makes him pretty uncertain about his sexuality and his role as a cop. Written by Konstantin Articus
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5.9
Regular+Guys
Regular Guys

1996

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The Princess and the Warrior

Young nurse Sissi lives a secluded life entirely devoted to her patients at Birkenhof asylum. Her first encounter with ex-soldier and drifter Bodo has a lasting impact. He causes an accident in which he provides first aid, Sissi wonders if he may be the man of her dreams. But when she finds him weeks later she is rejected, as Bodo is stuck somewhere between a traumatic past and a criminal future.
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7.0
The+Princess+and+the+Warrior
The Princess and the Warrior

2000

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Footloose

When teenager Ren and his family move from big-city Chicago to a small town in the West, he's in for a real case of culture shock after discovering he's living in a place where music and dancing are illegal.
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6.7
Footloose
The Piano Teacher

Erika Kohut, a sexually repressed piano teacher living with her domineering mother, meets a young man who starts romantically pursuing her.
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7.3
The+Piano+Teacher
The Piano Teacher

2001

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Stuck on You

In Martha's Vineyard, Mass., conjoined twins Walt and Bob Tenor make the best of their handicap by being the fastest grill cooks in town. While outgoing Walt hopes to one day become a famous actor, shy Bob prefers to stay out of the spotlight. When a fading Hollywood actress, Cher, decides to get her show "Honey and the Beaze" cancelled, she hires Walt -- and his brotherly appendage -- as her costars. But their addition surprisingly achieves the opposite.
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5.3
Stuck+on+You
Stuck on You

2003

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Nowhere

In Los Angeles, a colorful assortment of bohemians try to make sense of their intersecting lives. The moody Dark Smith, his bisexual girlfriend, her lesbian lover and their shy gay friend plan on attending the wildest party of the year. But they'll only make it if they can survive the drug trips, suicides, trysts, mutilations and alien abductions that occur as one surreal day unfolds.
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6.8
Nowhere
50 First Dates

Henry is a player skilled at seducing women. But when this veterinarian meets Lucy, a girl with a quirky problem when it comes to total recall, he realizes it's possible to fall in love all over again…and again, and again. That's because the delightful Lucy has no short-term memory, so Henry must woo her day after day until he finally sweeps her off her feet.
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6.9
50+First+Dates
50 First Dates

2004

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Russian Dolls

Five years after their summer together in Barcelona, Xavier, William, Wendy, Martine and Isabelle reunite.
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6.7
Russian+Dolls
Russian Dolls

2005

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The Story of Adele H.

Adèle Hugo, daughter of renowned French writer Victor Hugo, falls in love with British soldier Albert Pinson while living in exile off the coast of England. Though he spurns her affections, she follows him to Nova Scotia and takes on the alias of Adèle Lewly. Albert continues to reject her, but she remains obsessive in her quest to win him over.
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6.9
The+Story+of+Adele+H.
The Story of Adele H.

1975

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The Next Best Thing

A comedy-drama about best friends - one a straight woman, Abbie, the other a gay man, Robert - who decide to have a child together. Five years later, Abbie falls in love with a straight man and wants to move away with her and Robert's little boy Sam, and a nasty custody battle ensues.
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5.3
The+Next+Best+Thing
The Next Best Thing

2000

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Bring It On

The Toro cheerleading squad from Rancho Carne High School in San Diego has got spirit, spunk, sass and a killer routine that's sure to land them the national championship trophy for the sixth year in a row. But for newly-elected team captain Torrance, the Toros' road to total cheer glory takes a shady turn when she discovers that their perfectly-choreographed routines were in fact stolen.
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6.2
Bring+It+On
Bring It On

2000

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Meet the Parents

Greg Focker is ready to marry his girlfriend, Pam, but before he pops the question, he must win over her formidable father, humorless former CIA agent Jack Byrnes, at the wedding of Pam's sister. As Greg bends over backward to make a good impression, his visit to the Byrnes home turns into a hilarious series of disasters, and everything that can go wrong does, all under Jack's critical, hawklike gaze.
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6.7
Meet+the+Parents
Meet the Parents

2000

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Trading Places

A snobbish investor and a wily street con-artist find their positions reversed as part of a bet by two callous millionaires.
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7.2
Trading+Places
Trading Places

1983

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Jules and Jim

In the carefree days before World War I, introverted Austrian author Jules strikes up a friendship with the exuberant Frenchman Jim and both men fall for the impulsive and beautiful Catherine.
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7.6
Jules+and+Jim
Jules and Jim

1962

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Ask the Dust

Mexican beauty Camilla hopes to rise above her station by marrying a wealthy American. That is complicated by meeting Arturo Bandini, a first-generation Italian hoping to land a writing career and a blue-eyed blonde on his arm.
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5.4
Ask+the+Dust
Ask the Dust

2006

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Fools Rush In

After a one night stand with Alex, Isabel realizes that she is pregnant and they decide to get married. However, along with the marriage comes compromise of one's own cultural traditions.
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6.5
Fools+Rush+In
Fools Rush In

1997

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Addicted to Love

Good-natured astronomer Sam is devastated when the love of his life leaves him for a suave Frenchman. He therefore does what every other normal dumpee would do — go to New York and set up home in the abandoned building opposite his ex-girlfriend's apartment, wait until she decides to leave her current lover, and then win her back.
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6.1
Addicted+to+Love
Addicted to Love

1997

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While You Were Sleeping

A transit worker pulls commuter Peter off railway tracks after he's mugged, but—while he's in a coma—his family mistakenly thinks she's Peter's fiancée, and she doesn't correct them. Things get more complicated when she falls for his brother, who's not quite sure that she's who she claims to be.
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7.0
While+You+Were+Sleeping
While You Were Sleeping

1995

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The Denigration of Carl Skiln

Up against a deadline, a narcissistic screenwriter forces two of his worst critics to delete their reviews of his work at gunpoint.
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The+Denigration+of+Carl+Skiln
The Denigration of Carl Skiln

2021

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L.A. Story

With the help of a talking freeway billboard, a "wacky weatherman" tries to win the heart of an English newspaper reporter, who is struggling to make sense of the strange world of early-90s Los Angeles.
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6.5
L.A.+Story
L.A. Story

1991

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Rush Hour

When Hong Kong Inspector Lee is summoned to Los Angeles to investigate a kidnapping, the FBI doesn't want any outside help and assigns cocky LAPD Detective James Carter to distract Lee from the case. Not content to watch the action from the sidelines, Lee and Carter form an unlikely partnership and investigate the case themselves.
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7.0
Rush+Hour